Browse > Article
http://dx.doi.org/10.5012/bkcs.2009.30.11.2785

Origin of the α-Effect in Aminolysis of Y-Substituted Phenyl Diphenylphosphinates: Ground-state Versus Transition-state Contribution  

Han, Jeong-Yoon (Department of Chemistry and Nano Science, Ewha Womans University)
Kim, Song-I (Department of Chemistry and Nano Science, Ewha Womans University)
Um, Ik-Hwan (Department of Chemistry and Nano Science, Ewha Womans University)
Publication Information
Bulletin of the Korean Chemical Society / v.30, no.11, 2009 , pp. 2785-2788 More about this Journal
Keywords
The $\alpha$-effect; Aryl diphenylphosphinate; Br$\phi$nsted-type plot; Ground state; Transition state;
Citations & Related Records

Times Cited By Web Of Science : 2  (Related Records In Web of Science)
Times Cited By SCOPUS : 2
연도 인용수 순위
1 Buncel, E.; Um, I. H. Chem. Commun. 1986, 595-596.
2 Um, I. H.; Hwang, S. J.; Buncel, E. J. Org. Chem. 2006, 71, 915-920   DOI   ScienceOn
3 Um, I. H.; Shin, Y. H.; Han, J. Y.; Buncel, E. Can. J. Chem. 2006, 84, 1550-1556   DOI   ScienceOn
4 Tarkka, R. M.; Buncel, E. J. Am. Chem. Soc. 1995, 117, 1503-1507.   DOI   ScienceOn
5 Um, I. H.; Chung, E. K.; Lee, S. M. Can. J. Chem. 1998, 76, 729-737   DOI
6 Um, I. H.; Han, J. Y.; Shin, Y. H. J. Org. Chem. 2009, 74, 3073-3078   DOI   ScienceOn
7 Buncel, E.; Chuaqui, C.; Wilson, H. J. Org. Chem. 1980, 45, 3621-3626.   DOI
8 Morris, J. J.; Page, M. I. J. Chem. Soc., Perkin Trans. 2 1980, 84, 220-224
9 Bernasconi, C. F.; Murray, C. J. J. Am. Chem. Soc. 1986, 108, 5251-5257.   DOI
10 Um, I. H.; Kim, K. H.; Park, H. R.; Fujio, M.; Tsuno, Y. J. Org. Chem. 2004, 69, 3937-3942   DOI   ScienceOn
11 Patterson, E. V.; Fountain, K. R. J. Org. Chem. 2006, 71, 8121-8125   DOI   ScienceOn
12 Ren,Y.; Yamataka, H. Org. Lett. 2006, 8, 119-121.   DOI   ScienceOn
13 Fountain, K. R.; Tad-y, D. B.; Paul, T. W.; Golynskiy, M. V. J. Org. Chem. 1999, 64, 6547-6553.   DOI   ScienceOn
14 Um, I. H.; Park, Y. M.; Buncel, E. Chem. Commun. 2000, 1917-1918.
15 Um, I. H.; Buncel, E. J. Am. Chem. Soc. 2001, 123, 11111-11112   DOI   ScienceOn
16 Buncel, E.; Um, I. H.; Terrier, F. The Chemistry of Hydroxylamines, Oximes and Hydroxamic Acids; Wiley Press: West Sussex, 2009; Chapter 17.   DOI
17 Um, I. H.; Han, J. Y.; Buncel, E. Chem. Eur. J. 2009, 15, 1011-1017.   DOI   ScienceOn
18 Edwards, J. O.; Pearson, R. G. J. Am. Chem. Soc. 1962, 84, 16-24   DOI
19 Kirby, A. J.; Dutta-Roy, N.; da Silva, D.; Goodman, J. M.; Lima, M. F.; Roussev, C. D.; Nome, F. J. Am. Chem. Soc. 2005, 127, 7033-7040.   DOI   ScienceOn
20 Moutiers, G.; Le Guevel, E.; Cannes, C.; Terrier, F.; Buncel, E. Eur. J. Org. Chem. 2001, 17, 3279-3284.   DOI
21 Gregory, M. J.; Bruice, T. C. J. Am. Chem. Soc. 1967, 89, 4400-4405   DOI
22 Jencks, W. P.; Gilchrist, M. J. Am. Chem. Soc. 1968, 90, 2622-2637.   DOI   ScienceOn
23 Bernasconi, C. F.; Stronach, M. W. J. Org. Chem. 1991, 56, 1993-2001.   DOI   ScienceOn
24 Hoz, S. J. Org. Chem. 1982, 47, 3545-3547.   DOI
25 Curci, R.; Di Furia, F. Int. J. Chem. Kinet. 1975, 7, 341-349   DOI   ScienceOn
26 Depuy, C. H.; Della, E. W.; Filley, J.; Grabowski, J. J.; Bierbaum, V. M. J. Am. Chem. Soc. 1983, 105, 2481-2482.   DOI   ScienceOn
27 McAnoy, A. M.; Paine, M. R.; Blanksby, S. J. Org. Biomol. Chem. 2008, 6, 2316-2326   DOI   ScienceOn
28 Buncel, E.; Um, I. H. Tetrahedron 2004, 60, 7801-7825   DOI   ScienceOn
29 Kirby, A. J.; Lima, M. F.; da Silva, D.; Roussev, C. D.; Nome, F. J. Am. Chem. Soc. 2006, 128, 16944-16952.   DOI
30 Kirby, A. J.; Tondo, D. W.; Medeiros, M.; Souza, B. S.; Priebe, J. P.; Lima, M. F.; Nome, F. J. Am. Chem. Soc. 2009, 131, 2023-2028   DOI
31 Buncel, E.; Cannes, C.; Chatrousse, A. P.; Terrier, F. J. Am. Chem. Soc. 2002, 124, 8766-8767.   DOI
32 Terrier, F.; Le Guevel, E.; Chatrousse, A. P.; Moutiers, G.; Buncel, E. Chem. Commun. 2003, 600-601.   DOI
33 Terrier, F.; Rodriguez-Dafonte, P.; Le Guevel, E.; Moutiers, G. Org. Biomol. Chem. 2006, 4, 4352-4363   DOI
34 Fountain, K. R.; Felkerson, C. J.; Driskell, J. D.; Lamp, B. D. J. Org. Chem. 2003, 68, 1810-1814.   DOI   ScienceOn
35 Fountain, K. R. J. Phys. Org. Chem. 2005, 18, 481-485   DOI   ScienceOn
36 Herschlag, D.; Jencks, W. P. J. Am. Chem. Soc. 1990, 112, 1951-1956   DOI
37 Buncel, E.; Hoz, S. Tetrahedron Lett. 1983, 24, 4777-4780.   DOI   ScienceOn
38 Hoz, S.; Buncel, E. Tetrahedron Lett. 1984, 25, 3411-3414   DOI
39 Jencks, W. P. Catalysis in Chemistry and Enzymology; McGraw-Hill: New York, 1969; pp 107-111.   DOI
40 Jencks, W. P. Chem. Rev. 1985, 85, 511-526.   DOI   ScienceOn
41 Bernasconi, C. F. Adv. Phys. Org. Chem. 1992, 27, 119-238.   DOI
42 Bernasconi, C. F.; Leyes, A. E.; Eventova, I.; Rappoport, Z. J. Am. Chem. Soc. 1995, 117, 1703-1711   DOI   ScienceOn
43 Villano, S. M.; Eyet, N.; Lineberger, W. C.; Bierbaum, V. M. J. Am. Chem. Soc. 2009, 131, 8227-8233   DOI   ScienceOn
44 Ren, Y.; Yamataka, H. J. Org. Chem. 2007, 72, 5660-5667.   DOI   ScienceOn
45 Ren, Y.; Yamataka, H. Chem. Eur. J. 2007, 13, 677-682.   DOI   ScienceOn
46 Ren, Y.; Yamataka, H. J. Comput. Chem. 2009, 30, 358-365   DOI   ScienceOn
47 Um, I. H.; Buncel, E. J. Org. Chem. 2000, 65, 577-582   DOI   ScienceOn
48 Um, I. H.; Hong, J. Y.; Buncel, E. Chem. Commun. 2001, 27-28
49 Um, I. H.; Lee, E. J.; Buncel, E. J. Org. Chem. 2001, 66, 4859-4864   DOI   ScienceOn
50 Buncel, E.; Chuaqui, C.; Wilson, H. J. Am. Chem. Soc. 1982, 104, 4896-4900.   DOI
51 Um, I. H.; Lee, E. J.; Seok, J. A.; Kim, K. H. J. Org. Chem. 2005, 70, 7530-7536   DOI   ScienceOn
52 Hess, R. A.; Hengge, A. C.; Cleland, W. W. J. Am. Chem. Soc. 1997, 119, 6980   DOI   ScienceOn
53 Bernasconi, C. F.; Stronach, M. J. Org. Chem. 1991, 56, 1993-2001.   DOI
54 Bernasconi, C. F.; Leyes, A.; Eventova, I.; Rappoport, Z. J. Am. Chem. Soc. 1995, 117, 1703-1711   DOI   ScienceOn
55 Um, I. H.; Hong, J. Y.; Kim, J. J.; Chae, O. M.; Bae, S. K. J. Org. Chem. 2003, 68, 5180-5185   DOI   ScienceOn